
Pet-friendly holiday rentals in Willoughby
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Top-rated pet-friendly home rentals in Willoughby
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Bonnie's Guesthouse @ Peridot Equine Sanctuary
***ALL PROFITS SUPPORT THE HORSES OF PERIDOT EQUINE SANCTUARY*** The rustic decor and well lit space reflects the nature of our horse farm, where you can stay for a peaceful country getaway and bring your horses along! We're rural, but you'll still have easy access to lots of amenities in the wonderful nearby town of Chardon, less than 10 minutes away. Cleveland itself, currently going through a "rustbelt renaissance" is only about 45 minutes minutes West. We welcome guests of all backgrounds!

Avonlea Gardens & Inn - Entire House
Avonlea Inn is a century home with unique vintage charm! 3 bedrooms (upstairs - 1 king & 1 queen, main floor - 1 queen & queen pullout sofa in living room). Dining room, kitchen, & front porch. Located on same property as our native plant nursery - you are welcome to wander! Renting half the house is possible - please see separate listings for the Rose Suite (2 bedrooms on 2nd floor) or the Bluebell Suite (1 bedroom, pullout, full kitchen on 1st floor). Pets allowed only if renting entire house.

Vineyard View | Walk to Wineries & River| Hot Tub
The Vineyard View, a unique gem in the heart of wine country! Immerse yourself in the beauty of this charming home nestled on the Grand River cliffs with stunning Metro Park scenery as your backdrop. • Short stroll to local wineries or drive just minutes to visit many others! • Relax on the patio • Soak in the 6 person winterized hot tub with massaging jets • Sip coffee while admiring the vineyards • Explore the river via the Metro Park trails in the backyard with your fishing pole in hand.

LemonDrop Lake-Front Cottage
Fully remodeled in 2024, LemonDrop Cottage is a Lake-Front property, with direct access by stairwell down to a small private beach directly on Lake Erie. Lake is viewable from the Kitchen or Bedroom windows. All New Windows, Hickory hardwood floors, shower, electric flat-top oven, retro-Fridge, retro-Microwave/Toaster, Keurig, King-size mattress, Twin sofa-bed, BBQ grill (propane provided), and fire pit with wood provided. Cottage built in 1949 as a fishing cottage, adorable Lake-Front Cabin wit

Private 2 Level Apartment with Hot Tub in Tremont
Welcome to this remodeled, charming 1 bed 1 bath in the heart of Tremont. This special place is just a minutes walk from all the bars, restaurants, cafes, parks, and vintage stores. Enjoy two floors of living space and a spacious deck on the second floor that is perfect for relaxing with your favorite drink or entertaining friends!! The unit has a private entrance with an open kitchen, LR, BR with a closet and a small workspace; WD. With a private brand new hot tub with plenty of space for 4!

bohemian stAyframe
Take it easy at this unique and tranquil getaway in the small village of West Farmington. This 1050 sq. ft. cosy A-Frame allows you to relax and reset at this perfect getaway away from the city. Warm up in front of the retro fireplace - main furnace heats the cabin well. Fun vibes with the bridge walkway and the many small bohemian details. 5 min walk down a country road you’ll find your way to a peaceful lake that you’ll have access to fishing/kayaking/paddle boarding. Sauna/Hot tub are hot!

Mid-Century Modern Ranch in quiet neighborhood
Stay in our newly remodeled Mid-Century classic! It's updated to incorporate today's conveniences with focus on the original vision of the 1965 builder who constructed it for its long time owners. Located just off Interstate 90 in a quiet neighborhood, the home offers an open living space, a lower level recreation room for playing pool or ping pong, a large fenced in yard, and a covered back porch to enjoy morning coffee or an evening glass of wine as you watch the many neighborhood deer.

Upscale-Lakefront-Private Beach-Hot Tub-King-Pets
Lakeside living at its finest. This amazing oasis is comfy and inviting with stunning views, expansive deck, and your own private beach. Fully renovated, carefully curated and meticulously cleaned-this indulgent gem is perfect for a serene dip in the hot tub at sunset or easy fishing from the shore. Relax and watch the boats, eagles and waves-everything has been thought of here. Your spacious master suite looks out over a second-floor balcony. A perfect place to enjoy the in-room coffee bar.

Residential Apartment w/Drumkit
Quiet apartment in residential neighborhood attached to owner occupied home. Beautiful scenic large backyard with dining area & fire pit. Electronic Roland, TD-8 drum kit to be enjoyed by everyone: If you’ve ever wanted to play the drums and haven’t had a chance, or if you are a current player looking to keep your chops in shape!! Located 25 min. from Cleveland with a beautiful Great Lake (Erie) at the end of the st.&Lakefront Lodge Park 1/2 mi. Many food/grocery establishments nearby.

Cozy house near Lake Erie, 10 minutes to Downtown.
Welcome to the neighborhood! Located 2 minutes off I-90! High speed internet. Well behaved DOGS welcome! NO CATS Enjoy your stay in this relaxing space. You will delight in this unique/historical Cleveland neighborhood. Wake up feeling refreshed after dreaming through the night on the medium/firm queen mattresses. Comfort is important! In the kitchen, you will find all you need to prepare your favorite meals. Indulge in your morning coffee, or cuppa tea at the quaint breakfast nook.

Lakeview Retreat
Enjoy the unobstructed lake views very close to downtown Chardon, several golf courses, the Holden Arboretum, Alpine Valley Skiing, and adjacent to Bass Lake's amenities. Inside, you'll love the cozy fireplace, 4 season porch, 4K TV, games, and puzzles. You can also just sit and relax while enjoying the view with a glass of wine in the enclosed porch. There is even a writing desk with views of the lake. Well-mannered dogs are welcome. We have the highest reviews/year in the area!

Cozy winery getaway with hot tub!
Relax in this cozy country garage apt. in Grand River Valley. The first stop on your winery tour is just 4 minutes away with over 30 more to explore. Visit nearby Lake Erie, Thompson Ledges, Geauga Park District Observatory, or a covered bridge. Kitchenette w/ mini fridge, microwave, Keurig & sink. Quaint bath w/ stand up shower Private keycode entry Electric fireplace King size bed Rustic wood rockers & table Pet friendly Shared access to hot tub, back yard fire pit & patio
Popular amenities for Willoughby pet-friendly home rentals
Pet-friendly house rentals

Relaxing Lakeside Getaway

Historic Lakefront Home * Copper Beech House

Davis Ranch 5 Bedrooms Sleeps 10 & 3 1/2 baths

Lake Bungalow - Near Downtown Cle, Lake Erie

Golden Hour Retreat | Sunroom + King Suite

Boho Vibes

Escape to Fun: Hot Tub & Game Arcade Retreat

Summer discount! 5br luxe home near lake & CLE
Pet-friendly home rentals with a pool

Flatiron Suite @ Downtown|Playhouse SQ|Pool+Gym

Pool - Hot Tub - Sleeps 10 - Near Cleveland

Cozy | SPIRE | GOTL | Geneva Wine Country

Historic Cleveland Apartment With Modern Finishes

Central Flat: Indoor Pool, Rooftop, Gym

University Circle | Sleeps 6, Free Park, W/D & GYM

GiGi's North Coast Retreat

Slow Burn | Urban Oasis Near Downtown CLE
Private, pet-friendly home rentals

Charming 3BR – Walk to Lake & Hospital, Pet OK

Relaxing Waterfront Retreat with Porch Views

AmberTone - Where Mid Century feels Modern 3BR/2BA

Trendy upscale retreat w/hot tub

Spacious & Bright Family Gem | Across Park & Pool!

Lakeside Cottage with Views and Charm

Cozy Escape l 3 bed 1 bath l Large yard l Deck

flower on freeman Front studio
When is the best time to visit Willoughby?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £90 | £106 | £118 | £96 | £104 | £118 | £119 | £120 | £112 | £108 | £111 | £126 |
| Avg. temp | -2°C | 0°C | 4°C | 10°C | 16°C | 21°C | 24°C | 23°C | 19°C | 13°C | 7°C | 1°C |
Quick stats about holiday rentals that are pet-friendly in Willoughby

Total holiday rentals
Explore 20 holiday rentals in Willoughby

Nightly prices starting at
Willoughby holiday rentals start at £60 per night before taxes and fees

Verified guest reviews
Over 710 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Willoughby holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Willoughby rentals

4.8 Average rating
Willoughby stays are highly rated by guests – averaging 4.8 out of 5!
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- Cuyahoga Valley National Park
- Rocket Mortgage FieldHouse
- Progressive Field
- Rock & Roll Hall of Fame
- Cleveland Browns Stadium
- Headlands Beach State Park
- Mosquito Lake State Park
- Cleveland Metroparks Zoo
- Little Italy
- Punderson State Park
- Boston Mills
- Case Western Reserve University
- The Arcade Cleveland
- Cleveland Botanical Garden
- Laurentia Vineyard & Winery
- Cleveland Museum of Natural History
- Cleveland Museum of Art
- Agora Theatre & Ballroom
- Crocker Park
- Huntington Convention Center of Cleveland
- Debonné Vineyards
- Playhouse Square
- Rocky River Reservation
- JACK Cleveland Casino





